Friends with benefits

[karlhein]

Originally Posted by rold63

Great story! Can't wait to read the next installment. L's body is amazing, you're a lucky man! Try not to dwell on the possibility of it coming to an end, you never know what can happen. Just enjoy.

I had a fwb experience in college. She was 45, married to a 65yo guy, hebce not enough sex to suit her, and I was the neighborhood kid who helped "move things". I had experiences with several neighbor ladies (news gets around) but mostly with this one milf. She was pretty well preserved for 45, tits that were still pretty perky and a ver nice ass. She realky liked to fuck, and suck and be eaten. She liked everything. She was the first multiorgasmic screamer I had ever been with, and I was spoiled for life. It was a perfect relationship as she sure didn't want to get divorced, but needed a hard cock. I did move a lot of stuff for her, and got paid for it, but coming over to move stuff always took all afternoon, most of it moving her tight ass. Our fwb relationship went on summers and holidays, whenever I was home from school for 6 years. I'll never forget those benefits.

[Sonera]

Beautiful girl - more pics highly apprecisted

[indym]

Originally Posted by Sonera

Beautiful girl - more pics highly apprecisted

Thank you

[Freda_1962]

I’m 57 years old, been married for 37 of those years.. I’ve only slept with one person (my husband) until recently... we recent got a FWB...

We own a vacation house. The neighbors daughter recently broke up with her long term live in girlfriend, and has recent taken over their vacation house. We have known her for a long time, she’s a pretty young lady and a bit wild as well..

One thing led to another, and we ended up having a 3sum with her... we’ve actually have had several now.

I’m not sure where it will all lead but it’s fun for now..

[indym]

Originally Posted by karlhein

I had a fwb experience in college. She was 45, married to a 65yo guy, hebce not enough sex to suit her, and I was the neighborhood kid who helped "move things". I had experiences with several neighbor ladies (news gets around) but mostly with this one milf. She was pretty well preserved for 45, tits that were still pretty perky and a ver nice ass. She realky liked to fuck, and suck and be eaten. She liked everything. She was the first multiorgasmic screamer I had ever been with, and I was spoiled for life. It was a perfect relationship as she sure didn't want to get divorced, but needed a hard cock. I did move a lot of stuff for her, and got paid for it, but coming over to move stuff always took all afternoon, most of it moving her tight ass. Our fwb relationship went on summers and holidays, whenever I was home from school for 6 years. I'll never forget those benefits.

That sounds like a great deal and a fun time for both of you! Did you ever find that she got jealous as the news got around?

[Sonera]

Let me say thanks for a good thread.

I sense that you're asking for advice regarding how to handle the possible breakup? Just keep in mind that even if you're probably right that things may be heading for an end, it might not. You should take care not to signal that YOU want it to end. At the same time, make sure to say you understand that she'll probably want to move on due to the age difference and that you'll be happy with a FWB relationship too. Avoid making her break up because she thinks it gets too serious. But the two of you sound like a couple today, not FWBs

For all you know, she may have had a crush on you since she was 13, and be really in love with you. You could end up like the 65 year old limpdick karlhein cuckolded in his youth

Just talk about how hard it is to find people you really like to be with. Say you're really struggling to avoid falling totally in love with her. Make her think she may not have what she has with you with anyone else. It might be true

Of course, Im assuming you want to have a really long term relationship with her if you can, with all it'd mean. For once , you'd probably have to put up with becoming a dad at age 45

[indym]

Originally Posted by Sonera

Let me say thanks for a good thread.

Interesting that you posted this, and I sort of alluded that it might have evolved from FWB in earlier posts. I started this thread probably thinking more subconsciously about it changing than I initially indicated. That is probably why it is on my mind so much.

I can think of a lot of reasons why it will end, and a few on why it doesn't have to. I suppose that what is supposed to happen will happen, and as much as it might suck for me, that right thing needs to happen for her. I don't want it to sound like I'm in the grave, but I doubt she knows what she really wants at this point. Hell, I'm in my 40s, and I'm changing my mind

[indym]

I’ll start making these a little shorter now, without all the backstory. If there is something you want to know about in more detail, just ask, and I’ll answer if I remember and can.

I’d say that I was pretty much useless that Friday evening through Monday morning. I would hate to think how many times I jerked off that weekend, lol.

When Monday finally rolled around, I must have laid in bed an extra hour, hoping she would just come over and slide in with me… but of course, that didn’t happen. I laid around as look as I could stand it and finally got up, took a shower, and got ready. After fiddling around, making coffee, turning on the TV, and realizing that there was nothing I wanted to watch, I almost convinced myself to go check my email and to start working. I remember the feeling as freshly now as when it was taking place… just complete dejection and feeling like a fool. I actually feel weird writing this now, but I absolutely felt like an idiot.

I don’t know how much longer I would have sat there trying to motivate myself to do something, but I heard my front door start to open. My keyless lock makes a motorized buzz when the deadbolt starts to retract. I was so in my own head at that moment, I thought someone was breaking into my house for a split second. The next thing I know, I was engaged in hand-to-hand combat with an intruder… ummm, no… thank God .

L only had her laptop with her this time and just sort of rushed in. I think her first words to me were “what’s wrong?” or “are you ok?” because apparently, I looked like a sulking little kid, or so I was told. Long story short, L’s mom had something going on, maybe an appointment, and was going in to work later. That kept L from coming over until she mom was gone.

I’d like to have some romance novel story about what happened next, but it was about as raw of a sexual situation as there is. We both headed straight to my room without saying anything that I recall. I remember half getting her top stuck around her head, trying to pull it off, and pretty much stripping her down as fast as I could peel her leggings off. I have to say that leggings are L’s go to most of the time and she looks great in them.

As I’ve said before, I love to go down on L and do it often. I think I was between her legs with my shirt on, shorts off, and if I had socks on that morning, I’m sure I had one-on and one-off, too . I’m sure I had to look ridiculous, but a guy has to do what a guy has been thinking all weekend about. I don’t recall how long it took for L to cum, but it didn’t take that long, from what I remember.

I don’t remember exactly who took change next, but it would be a good bet that L sort of took command at that point. Over the past year, she hasn’t been shy about going for it. She gave me a very short blow job but mostly just sucked on my head and stroked the shaft a few times, which wasn’t needed to get me ready… I was about as hard as I think I’ve ever been in my life at that point. L gives a pretty good bj, but in the beginning, she wasn’t all that spectacular. She wasn’t awful by any stretch, but it would take a long time for her to get me off that way.

I feel a little guilty mentioning this, but we sometimes use condoms, and sometimes we don’t. I had no intention of not using a condom and was ready to grab one, but before I could even twist to the drawer of my nightstand, L was already sliding the drawer open and getting one. Either I’m completely predictable, or she had snooped around before. I sort of want to believe she had snooped .

I do remember being about 1/3 amused, 1/3 irritate, and 1/3 frantic to get that condom on. L was trying to put it on me, and I don’t think she had done it much, if at all, before. I’ve been guilty of trying to put a rubber on backward and fiddling with it because I was either too excited or just a dumbass, so I shouldn’t be too hard on her as I tell this. I swear she tried to roll the condom down inside out at least three times, pulled a little of it out, and tried to slide the thing down me like she was trying to put a pillowcase on, and in the end, had the thing completely unrolled and not on me lol. I had her grab another, and I’m sure that it embarrassed her a little. I make her out to be a virgin or something, but she wasn’t… just naïve.

Once we had that damn thing on, I wanted to get insider her right then! She was still very wet with probably a combination of her and my drool , but it still took a little bit to work inside her. She almost always grabs lube now, but I used what I had, which was a lot of spit. Funny side story, we ordered different lubes to try from Amazon and have a big pump bottle of LuLu lube, now. Nothing like ordering lube via Prime delivery! We tried three different lubes the day Amazon delivered. She literally made me go in the bathroom with her so she could wash my dick after each test and before we would try the next one. By the way, that was the first time without a condom for us, and I got laughed at for laying down the ground rules… if I say stop moving, stop fucking moving!

I’d like to tell you that I fucked like a porn star for 60 mins, pulled out, and I came on her chest, but I’d say I lasted less than 10 mins (probably closer to 5) before filling that condom up… and I’m proud that I held out that long . If my partner is loud, I’m usually hanging on by a thread, haha. L is vocal even when I’m just sliding in, so I’m usually fucked from the start.

We pretty much laid around the rest of that day, even though L had zoom classes she needed to join. I guess I’m a bad influence. Laying in bed naked with her is just about paradise for me. Some superheroes can fly, but L’s superpower is knowing exactly when I’m starting to get a little soft and giving a tug or three to edge me along lol. Some folks love sexy lingerie, but seeing her go grab one of my t-shirts out of my dresser and walk around my house is about as good as it gets for me.

I’ll add a few posts about our some of the more memorable sessions like our first anal experience and a few near-misses at some point.

I also only live about two hours from the beach, and L has gone with me, my niece, and a couple of my niece’s girlfriends for a few days in the sun. My niece is just a little younger than L, and with covid, coming to visit me was the only approved destination her parents were willing to let her do this past summer. L’s mom is actually the one that suggested that L go with us. Other than being teased out of my mind, I couldn’t risk anything happening while my niece was around. It was still hot for me seeing L at the beach and hanging out in the evenings, though. L actually got jealous a few times, which I thought was a little cute.

[indym]

I might share a few more pics later on, but I thought folks might like these.

[snowhound]

This thread is great, I like your descriptions of how things unfolded. Does L know you post here? It would be interesting to have her write up her perspective on how everything started.

In any case keep going, this is one of my favorite threads.